Stadium: Court 3 Round: 19 Ground: Grass
| Challenger Cleveland | 2025/01/26 22:10 | Matt Kuhar v Trey Hilderbrand | 4-6,6-4,4-6 |
| Challenger Cleveland | 2025/01/29 16:00 | James Trotter v Trey Hilderbrand | 6-7,6-2,6-4 |
| Challenger Cleveland | 2025/01/28 16:50 | Nathan Ponwith v Trey Hilderbrand | 6-7,6-4,0-6 |
| Challenger Cleveland | 2025/01/27 18:40 | James Tracy v Trey Hilderbrand | 6-7,6-4,2-6 |
| Challenger Cleveland | 2025/01/26 22:10 | Matt Kuhar v Trey Hilderbrand | 4-6,6-4,4-6 |
| Challenger Oeiras | 2025/01/07 14:20 | Frederico Ferreira Silva v Trey Hilderbrand | 6-7,6-2,6-4 |
| Challenger Oeiras | 2025/01/06 11:00 | Trey Hilderbrand v Kaichi Uchida | 6-2,2-6,6-2 |
| Challenger Oeiras | 2025/01/05 14:30 | Cezar Cretu v Trey Hilderbrand | 7-6,4-6,4-6 |
| Challenger Champaign | 2024/11/11 17:35 | Strong Kirchheimer v Trey Hilderbrand | 6-1,6-4 |
| Challenger Cleveland | 2025/01/26 22:10 | Matt Kuhar v Trey Hilderbrand | 4-6,6-4,4-6 |
| ITF M15 Kingston | 2025/01/16 16:00 | Maxwell McKennon v Matt Kuhar | 6-2,5-3 |
| ITF M15 Kingston | 2025/01/14 14:30 | Matt Kuhar v Nathan Ponwith | 5-7,7-6,6-2 |
| ITF M15 Kingston | 2025/01/09 16:00 | Matt Kuhar v Blu Baker | 1-6,0-6 |
| ITF M15 Tauranga | 2024/12/18 01:20 | Matt Kuhar v Jack Loutit | 4-6,4-6 |
| ITF M15 Wellington | 2024/12/13 22:00 | Matt Kuhar v Tai Leonard Sach | 6-3,2-6,0-6 |
| ITF M15 Wellington | 2024/12/12 21:00 | Matt Kuhar v Ethan Cook | 6-4,6-4 |
| ITF M15 Wellington | 2024/12/11 20:55 | Kiranpal Pannu v Matt Kuhar | 6-3,1-6,3-6 |